Propylene Oxide → 1-(5-(Hydroxymethyl)-3-nitro-1H-pyrazol-1-yl)propan-2-ol

HRID 1411930노트

반응식

HRID 1411930 반응식
[N+:1]([C:4]1[CH:8]=[C:7]([CH2:9][OH:10])[NH:6][N:5]=1)([O-:3])=[O:2].C([O-])([O-])=O.[Cs+].[Cs+].[CH3:17][CH:18]1[CH2:20][O:19]1>ClCCl>[OH:10][CH2:9][C:7]1[N:6]([CH2:17][CH:18]([OH:19])[CH3:20])[N:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:8]=1

참가 물질

5

반응물 3

HCID 6378Propylene OxideHCID 10796Cesium carbonateHCID 178526711HCID 178526711, 화합물

생성물 1

HCID 866844761-(5-(Hydroxymethyl)-3-nitro-1H-pyrazol-1-yl)propan-2-ol수율 50%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
30 °C

실험 절차

A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with (3-nitro-1H-pyrazol-5-yl)methanol (0.57 g, 4.0 mmol), Cs2CO3 (261 mg, 0.8 mmol), and 2-methyloxirane (20 mL). The mixture was stirred at 30° C. for 2 days. The mixture was cooled to room temperature and diluted with dichloromethane (100 mL). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 30:1 dichloromethane/methanol to afford 250a (0.40 g, 50%) as a white solid. MS-ESI: [M+H]+ 202.3

후처리

  1. customA 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationThe resulting mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica-gel column chromatography
  6. washeluting with 30:1 dichloromethane/methanol

출처 및 근거

ORD 기록
ord-26d69908a6cb409584289f16c8aab690
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921353B2

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